outlook asking for credientials

We have two exchange servers on the same site and on same switch. We had outlook anywhere enabled a while ago but we are now having some issues with the machines asking for the credentials all the time. Has anyone else come accross this.

Ours backup and merge at night therefore losing the connection between the computers and the exchange server. If the user keeps outlook open over night sometimes it doesn't refresh and they have to log off and log back on to access. The problem we have is the window that pops up and asks for the domain\username and password. If that is of any help.

Our for some reason keeps going through the day aswell etc, not sure if it is a network connectivity thing. I have turned off the outlook anywhere on some of the pc's and it has seemed to work but is a pain if they work in the office and on site etc.

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if you ping autodiscover.domain.com it comes back with the external ipif you ping outside or internally it comes back with the internal server etc, there is a Dns record A record for the local server etc.

The outlook anywhere has been working externally though, Microsoft dialled in and hellped set it up and they didnt mentikon that you couldnt use a *wildcard cert etc .......

on the client settings it has the "only connect to proxy server that have the principal name in the certificate etc"

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